CN115595035B - Road surface anti-skid coating - Google Patents
Road surface anti-skid coating Download PDFInfo
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- CN115595035B CN115595035B CN202211346309.7A CN202211346309A CN115595035B CN 115595035 B CN115595035 B CN 115595035B CN 202211346309 A CN202211346309 A CN 202211346309A CN 115595035 B CN115595035 B CN 115595035B
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- 239000011248 coating agent Substances 0.000 title claims abstract description 19
- 238000000576 coating method Methods 0.000 title claims abstract description 19
- 239000003822 epoxy resin Substances 0.000 claims abstract description 40
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 40
- 239000000853 adhesive Substances 0.000 claims abstract description 33
- 230000001070 adhesive effect Effects 0.000 claims abstract description 33
- 239000004576 sand Substances 0.000 claims abstract description 21
- 239000005662 Paraffin oil Substances 0.000 claims abstract description 12
- 238000003756 stirring Methods 0.000 claims description 64
- 238000006243 chemical reaction Methods 0.000 claims description 58
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 54
- 238000002156 mixing Methods 0.000 claims description 37
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 32
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 24
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 24
- 239000002202 Polyethylene glycol Substances 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 18
- 229920001223 polyethylene glycol Polymers 0.000 claims description 18
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 17
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 17
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 16
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 14
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 13
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 13
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 13
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 13
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 12
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 12
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 7
- 239000005457 ice water Substances 0.000 claims description 6
- 235000003270 potassium fluoride Nutrition 0.000 claims description 6
- 239000011698 potassium fluoride Substances 0.000 claims description 6
- 238000002390 rotary evaporation Methods 0.000 claims description 6
- 239000003973 paint Substances 0.000 abstract description 11
- 239000004814 polyurethane Substances 0.000 abstract description 9
- 229920002635 polyurethane Polymers 0.000 abstract description 9
- 238000010276 construction Methods 0.000 abstract description 8
- 239000011159 matrix material Substances 0.000 abstract description 6
- 238000006116 polymerization reaction Methods 0.000 abstract description 6
- 239000000758 substrate Substances 0.000 abstract description 6
- 230000003139 buffering effect Effects 0.000 abstract description 2
- 238000004132 cross linking Methods 0.000 abstract description 2
- 230000000977 initiatory effect Effects 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 238000007711 solidification Methods 0.000 abstract description 2
- 230000008023 solidification Effects 0.000 abstract description 2
- 230000008093 supporting effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 7
- 239000003517 fume Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000010791 quenching Methods 0.000 description 4
- 230000000171 quenching effect Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/006—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
- C08F283/008—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00 on to unsaturated polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4045—Mixtures of compounds of group C08G18/58 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/58—Epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
- C08G18/6755—Unsaturated carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A30/00—Adapting or protecting infrastructure or their operation
- Y02A30/60—Planning or developing urban green infrastructure
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- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to a road surface anti-skid coating, and belongs to the technical field of engineering construction. The paint comprises the following components in parts by weight: 13-18 parts of modified adhesive, 30-50 parts of machine-made color sand, 0.01-0.015 part of photoinitiator and 2.8-3.3 parts of paraffin oil; the modified adhesive takes low-viscosity epoxy resin as a matrix, has good binding capacity with common pavement substrates and machine-made color sand, has high toughness of polyurethane branched chains grafted on side chains, improves the problems of high hardness and high brittleness of the epoxy resin matrix, and forms a polymer interpenetrating network with the polyurethane branched chains after double bond initiation polymerization, so that the adhesive has better mechanical strength and elastic combination after crosslinking and solidification, and provides certain supporting property and buffering property, thereby enabling the pavement to have good stability and skid resistance.
Description
Technical Field
The invention belongs to the technical field of engineering construction, and particularly relates to a road surface anti-skid coating.
Background
The color anti-skid pavement not only can meet the most basic use performance, but also can beautify the road space environment, relieve driving fatigue, strengthen traffic warning, induce traffic, relieve heat island effect and the like, and is widely applied to pavement of various pavements such as urban roads, highway toll stations and the like.
The existing colored anti-skid pavement is mainly divided into three categories of epoxy-based colored anti-skid pavement, polyurethane-based colored anti-skid pavement and MMA-type colored anti-skid pavement. The epoxy-based colored anti-skid pavement has high bonding strength and long service life, but has larger stress and is easy to crack; the polyurethane-based color anti-skid pavement has the advantages that the polyurethane has low bonding strength and high elongation at break, and the bonding property with a base material is lower than that of epoxy resin, so that the problems of early-stage ceramsite falling and middle-stage and later-stage light plates are easy to occur; compared with the polyurethane-based color anti-skid pavement, the MMA-type color anti-skid pavement has the advantages that the wear resistance and the bonding strength of MMA are improved greatly, but the MMA has high free radical polymerization reaction speed, poor controllability and uneven color sand dispersion, and the stability of an anti-skid layer is not high in the service process of the pavement; in addition, the existing construction process of the color anti-skid pavement mainly comprises the steps of substrate cleaning, brushing a bottom layer and paving color sand, and the construction process is complex; therefore, the application aims at developing the road surface anti-skid paint with high stability and anti-skid property and convenient construction.
Disclosure of Invention
In order to solve the technical problems in the background art, the invention aims to provide a pavement anti-skid coating.
The aim of the invention can be achieved by the following technical scheme:
the road surface anti-skid coating comprises the following components in parts by weight:
13-18 parts of modified adhesive, 30-50 parts of machine-made color sand, 0.01-0.015 part of photoinitiator and 2.8-3.3 parts of paraffin oil;
the modified adhesive is prepared by the following method:
step A1: uniformly mixing hexamethylene diisocyanate, acetone and dibutyltin dilaurate, placing in an ice-water bath for constant temperature, setting the stirring speed to 300-600rpm, slowly adding epoxy resin, stirring for reaction for 2-3h after adding, adding potassium fluoride, stirring for 12h in a fume hood, and removing acetone to obtain an intermediate 1;
further, the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin and hexamethylene diisocyanate is 1:2.2-2.4.
Further, the epoxy resin is selected from one of epoxy resin E-51 and epoxy resin E-54.
Step A2: uniformly mixing the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate, setting the stirring speed to be 120-240rpm, heating to 68-75 ℃, refluxing, stirring and reacting for 25-30min, adding 1, 4-butanediol, performing reduced pressure rotary evaporation, and removing ethyl acetate to obtain an intermediate 2;
further, the dosage ratio of the intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate is 100g:7-13g:15-25mL:10-20mL:5-7mg:60-70mL.
Further, the polyethylene glycol has a mean molecular weight of 400-800.
Step A3: mixing the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil, setting the stirring speed to be 60-100rpm, heating to 95-110 ℃, and carrying out reflux stirring reaction for 80-100min to obtain an intermediate 3;
further, the ratio of the amount of intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil was 100g:5.5-7g:2-3mg:150mL.
Step A4: mixing the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide, heating to 65-70 ℃, stirring for reaction for 15-22min, and adding hydroquinone after the reaction is finished to obtain the modified adhesive.
Further, the dosage ratio of intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone was 100g:40-50mL:8-12mL:0.3-0.4g:50-80mg.
The preparation method of the road surface anti-skid coating comprises the following steps: mixing the photoinitiator and paraffin oil, pre-stirring with machine-made color sand, and adding the modified adhesive for high-speed stirring to obtain the road surface anti-skid coating.
Further, the photoinitiator is selected from the group consisting of initiators GR-FMT.
The invention has the beneficial effects that:
1. the invention adopts a self-made modified adhesive in the road surface anti-skid coating, wherein low-viscosity epoxy resin is used as a matrix, chain hexamethylene diisocyanate reacts with hydroxyl on a side chain of the matrix to obtain an intermediate 1 with an isocyanate group on the side chain, toluene diisocyanate reacts with dihydric alcohol and isocyanate on the intermediate 1 to obtain an intermediate 2 with a branched polyurethane side chain, methacrylic acid reacts with epoxy groups at the end under the catalysis of tetrabutylammonium bromide, the intermediate 2 is subjected to double-bond end-capping modification to obtain an intermediate 3, and finally the intermediate 3 is copolymerized with methyl methacrylate and chloroprene to prepare the modified adhesive; the modified adhesive takes epoxy resin as a matrix, has good binding capacity with common pavement substrates and machine-made color sand, has high toughness of polyurethane branched chains grafted on side chains, solves the problems of high hardness and high brittleness of the epoxy resin matrix, and forms a polymer interpenetrating network with the polyurethane branched chains after double bond initiation polymerization, so that the adhesive has good mechanical strength and elastic combination after crosslinking and solidification, and provides certain supporting property and buffering property, thereby enabling the pavement to have good stability and skid resistance.
2. According to the invention, the machine-made color sand and the modified adhesive are prepared into a paint form, and the paint is promoted to be repolymerized through the visible light initiator, so that compared with the existing step-by-step construction process, the construction is simpler, and the construction efficiency is higher.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The pavement anti-skid coating is prepared by the following specific implementation process:
1) Preparation of modified adhesive
a1, adding hexamethylene diisocyanate, acetone and dibutyltin dilaurate into a reaction kettle, mixing for 5min at 300rpm, then stirring in an ice-water bath to constant temperature, setting the stirring speed to be 600rpm, slowly and uniformly adding epoxy resin in 10min in a stirring state, stirring completely for 2h at constant temperature, adding a small amount of potassium fluoride after the reaction, quenching dibutyltin dilaurate, placing in a fume hood, stirring for 12h at 120rpm, and removing acetone to obtain an intermediate 1;
in the above reaction, the epoxy resin was selected from the group consisting of epoxy resin E51, the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin and hexamethylene diisocyanate was 1:2.4, and the amount of acetone was 80% of the total volume of the epoxy resin and hexamethylene diisocyanate and the amount of dibutyltin dilaurate was 0.08% by weight, based on 1kg of the epoxy resin.
a2, adding the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate into a reaction kettle, mixing for 8min at 300rpm, setting the stirring speed to 240rpm, heating to 75 ℃, carrying out reflux stirring reaction for 25min, adding 1, 4-butanediol, decompressing to-0.1 MPa, and removing ethyl acetate by rotary evaporation to obtain an intermediate 2;
in the above reaction, the average molecular weight of polyethylene glycol was 400, and the ratio of the amounts of intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate used was 100g:13g:15mL:20mL:7mg:70mL, 1kg of intermediate 1.
a3, adding the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil into a reaction kettle for mixing, setting the stirring speed to be 100rpm, heating to 110 ℃, and carrying out reflux stirring reaction for 80min to obtain an intermediate 3;
in the above reaction, the ratio of the amount of intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil used was 100g:7g:3mg:150mL, 1kg of intermediate 2.
a4, adding the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide into a reaction kettle, mixing, heating to 70 ℃, stirring and reacting for 15min, and adding hydroquinone to mix and inhibit polymerization after the reaction is finished to obtain the modified adhesive;
in the above reaction, the ratio of the amount of intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone used was 100g:50mL:12mL:0.4g:80mg, quantified as 2kg intermediate 3.
2) Compound anti-slip paint
s1, proportioning according to the following weight ratio:
modified adhesive, self-made in this example, 1.3kg;
machine-made colored sand provided by Shandong Mingbang New Material Co., ltd., 3kg;
a photoinitiator selected from the group consisting of initiator GR-FMT, supplied by the new materials science and technology company, inc, guangdong, 1g;
paraffin oil, model 300#,280g from Heng shui Di Yi petrochemical Co., ltd.
S2, adding the photoinitiator and paraffin oil into a stirrer, mixing for 5min at 360rpm, adding the mixture into machine-made color sand, stirring for 20min at 120rpm, and pre-mixing the photoinitiator into the machine-made color sand to obtain a premix;
s3, adding the modified adhesive into the premix, and stirring and mixing at a high speed of 800rpm for 30min to obtain the road surface anti-skid coating.
Example 2
The pavement anti-skid coating is prepared by the following specific implementation process:
1) Preparation of modified adhesive
a1, adding hexamethylene diisocyanate, acetone and dibutyltin dilaurate into a reaction kettle, mixing for 5min at 300rpm, then stirring in an ice-water bath to constant temperature, setting the stirring speed to 300rpm, slowly and uniformly adding epoxy resin in 10min in a stirring state, stirring completely for reaction at constant temperature for 3h, adding a small amount of potassium fluoride after the reaction, quenching dibutyltin dilaurate, placing in a fume hood, stirring for 12h at 120rpm, and removing acetone to obtain an intermediate 1;
in the above reaction, the epoxy resin was selected from the group consisting of epoxy resin E54, the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin and hexamethylene diisocyanate was 1:2.2, and the amount of acetone was 80% of the total volume of the epoxy resin and hexamethylene diisocyanate and the amount of dibutyltin dilaurate was 0.08% by weight, based on 1kg of the epoxy resin.
a2, adding the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate into a reaction kettle, mixing for 8min at 300rpm, setting the stirring speed to 120rpm, heating to 68 ℃, carrying out reflux stirring reaction for 30min, adding 1, 4-butanediol, decompressing to-0.1 MPa, and removing ethyl acetate by rotary evaporation to obtain an intermediate 2;
in the above reaction, the average molecular weight of polyethylene glycol was 600, and the ratio of the amounts of intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate used was 100g:7g:20mL:10mL:5mg:60mL, 1kg of intermediate 1.
a3, adding the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil into a reaction kettle for mixing, setting the stirring speed to be 60rpm, heating to 95 ℃, and carrying out reflux stirring reaction for 100min to obtain an intermediate 3;
in the above reaction, the ratio of the amount of intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil used was 100g:5.5g:2mg:150mL, 1kg of intermediate 2.
a4, adding the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide into a reaction kettle, mixing, heating to 65 ℃, stirring and reacting for 22min, and adding hydroquinone to mix and inhibit polymerization after the reaction is finished to obtain the modified adhesive;
in the above reaction, the ratio of the amount of intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone used was 100g:40mL:8mL:0.3g:50mg, quantified as 2kg intermediate 3.
2) Compound anti-slip paint
s1, proportioning according to the following weight ratio:
modified adhesive, self-made in this example, 1.5kg;
machine-made colored sand provided by Shandong Mingbang New Material Co., ltd., 4kg;
a photoinitiator selected from the group consisting of initiator GR-FMT, provided by the new materials science, inc, guangdong, 1.2g;
paraffin oil, model 300#,300g from Heng shui Di Yi petrochemical Co., ltd.
S2, adding the photoinitiator and paraffin oil into a stirrer, mixing for 8min at 360rpm, adding the mixture into machine-made color sand, stirring for 25min at 120rpm, and pre-mixing the photoinitiator into the machine-made color sand to obtain a premix;
s3, adding the modified adhesive into the premix, and stirring and mixing at a high speed of 800rpm for 30min to obtain the road surface anti-skid coating.
Example 3
The pavement anti-skid coating is prepared by the following specific implementation process:
1) Preparation of modified adhesive
a1, adding hexamethylene diisocyanate, acetone and dibutyltin dilaurate into a reaction kettle, mixing for 5min at 300rpm, then stirring in an ice-water bath to constant temperature, setting the stirring speed to be 420rpm, slowly adding epoxy resin at constant speed within 10min under the stirring state, stirring completely for 2.2h at constant temperature, adding a small amount of potassium fluoride after the reaction, quenching dibutyltin dilaurate, placing in a fume hood, stirring for 12h at 120rpm, and removing acetone to obtain an intermediate 1;
in the above reaction, the epoxy resin was selected from the group consisting of epoxy resin E54, the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin and hexamethylene diisocyanate was 1:2.3, and the amount of acetone was 80% of the total volume of the epoxy resin and hexamethylene diisocyanate and the amount of dibutyltin dilaurate was 0.08% by weight, based on 1kg of the epoxy resin.
a2, adding the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate into a reaction kettle, mixing for 8min at 300rpm, setting the stirring speed to 240rpm, heating to 72 ℃, carrying out reflux stirring reaction for 28min, adding 1, 4-butanediol, decompressing to-0.1 MPa, and removing ethyl acetate by rotary evaporation to obtain an intermediate 2;
in the above reaction, the average molecular weight of polyethylene glycol was 800, and the ratio of the amounts of intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate used was 100g:9g:25mL:15mL:6mg:70mL, 1kg of intermediate 1.
a3, adding the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil into a reaction kettle for mixing, setting the stirring speed to be 100rpm, heating to 108 ℃, and carrying out reflux stirring reaction for 90min to obtain an intermediate 3;
in the above reaction, the ratio of the amount of intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil used was 100g:6.2g:2.5mg:150mL, 1kg of intermediate 2.
a4, adding the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide into a reaction kettle, mixing, heating to 70 ℃, stirring and reacting for 20min, and adding hydroquinone to mix and inhibit polymerization after the reaction is finished to obtain the modified adhesive;
in the above reaction, the ratio of the amount of intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone used was 100g:45mL:11mL:0.3g:70mg, quantified as 2kg intermediate 3.
2) Compound anti-slip paint
s1, proportioning according to the following weight ratio:
modified adhesive, self-made in this example, 1.8kg;
machine-made colored sand provided by Shandong Mingbang New Material Co., ltd., 4.6kg;
a photoinitiator selected from the group consisting of initiator GR-FMT, provided by the new materials science, inc, guangdong, 1.5g;
paraffin oil, model 300#,300g from Heng shui Di Yi petrochemical Co., ltd.
S2, adding the photoinitiator and paraffin oil into a stirrer, mixing for 10min at 360rpm, adding the mixture into machine-made color sand, stirring for 25min at 120rpm, and pre-mixing the photoinitiator into the machine-made color sand to obtain a premix;
s3, adding the modified adhesive into the premix, and stirring and mixing at a high speed of 1000rpm for 30min to obtain the road surface anti-skid coating.
Example 4
The pavement anti-skid coating is prepared by the following specific implementation process:
1) Preparation of modified adhesive
a1, adding hexamethylene diisocyanate, acetone and dibutyltin dilaurate into a reaction kettle, mixing for 5min at 300rpm, then stirring in an ice-water bath to constant temperature, setting the stirring speed to be 420rpm, slowly and uniformly adding epoxy resin in 10min in a stirring state, stirring completely for reaction at constant temperature for 3h, adding a small amount of potassium fluoride after the reaction, quenching dibutyltin dilaurate, placing in a fume hood, stirring for 12h at 120rpm, and removing acetone to obtain an intermediate 1;
in the above reaction, the epoxy resin was selected from the group consisting of epoxy resin E54, the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin and hexamethylene diisocyanate was 1:2.4, and the amount of acetone was 80% of the total volume of the epoxy resin and hexamethylene diisocyanate and the amount of dibutyltin dilaurate was 0.08% by weight, based on 1kg of the epoxy resin.
a2, adding the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate into a reaction kettle, mixing for 10min at 300rpm, setting the stirring speed to 240rpm, heating to 75 ℃, carrying out reflux stirring reaction for 30min, adding 1, 4-butanediol, decompressing to-0.1 MPa, and removing ethyl acetate by rotary evaporation to obtain an intermediate 2;
in the above reaction, the average molecular weight of polyethylene glycol was 800, and the ratio of the amounts of intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate used was 100g:11g:25mL:18mL:7mg:70mL, 1kg of intermediate 1.
a3, adding the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil into a reaction kettle for mixing, setting the stirring speed to be 100rpm, heating to 110 ℃, and carrying out reflux stirring reaction for 100min to obtain an intermediate 3;
in the above reaction, the ratio of the amount of intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil used was 100g:6.5g:2mg:150mL, 1kg of intermediate 2.
a4, adding the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide into a reaction kettle, mixing, heating to 70 ℃, stirring and reacting for 20min, and adding hydroquinone to mix and inhibit polymerization after the reaction is finished to obtain the modified adhesive;
in the above reaction, the ratio of the amount of intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone used was 100g:50mL:11mL:0.4g:80mg, quantified as 2kg intermediate 3.
2) Compound anti-slip paint
s1, proportioning according to the following weight ratio:
modified adhesive, self-made in this example, 1.8kg;
machine-made colored sand provided by Shandong Mingbang New Material Co., ltd, 5kg;
a photoinitiator selected from the group consisting of initiator GR-FMT, provided by the new materials science, inc, guangdong, 1.5g;
paraffin oil, model 300#,330g from Heng shui Di Yi petrochemical Co., ltd.
S2, adding the photoinitiator and paraffin oil into a stirrer, mixing for 10min at 360rpm, adding the mixture into machine-made color sand, stirring for 25min at 120rpm, and pre-mixing the photoinitiator into the machine-made color sand to obtain a premix;
s3, adding the modified adhesive into the premix, and stirring and mixing at a high speed of 1000rpm for 30min to obtain the road surface anti-skid coating.
Comparative example 1
The comparative example was prepared in the same manner as in example 3, and the modified adhesive was replaced with MMA resin of the same quality, which was supplied from Taiyuan Chengcheng technology Co., ltd.
Paving a substrate with the thickness of 50mm by adopting C30 concrete, removing surface floating ash, paving the pavement anti-skid paint prepared in the examples 1-3 and the comparative example 1 on the surface of the substrate, controlling the paving thickness to be 5+/-0.2 mm, irradiating for 5 hours by adopting a 1kW solar lamp, and fully curing the paint to obtain a pavement sample;
performing a high-temperature rutting test on the road surface by referring to JTG E20-2011 standard;
performing an anti-skid performance test on the pavement according to JT/T712-2008 standard;
performing an adhesion test on the road surface anti-skid layer according to GB/T5210-2006 standard;
the specific test data are shown in table 1:
TABLE 1
As shown in the data of Table 1, the road surface anti-skid paint prepared by the invention has the dynamic stability of 9631-9875 times/mm, excellent high-temperature stability, a swing value (BPN) of 79-84, belongs to a high-skid road surface, has excellent anti-skid performance, has an adhesive force of 6.3-7.1MPa compared with the existing MMA-type anti-skid road surface, and has good adhesion with a cement substrate.
In the description of the present specification, the descriptions of the terms "one embodiment," "example," "specific example," and the like, mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present invention. In this specification, schematic representations of the above terms do not necessarily refer to the same embodiments or examples. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is merely illustrative and explanatory of the invention, as various modifications and additions may be made to the particular embodiments described, or in a similar manner, by those skilled in the art, without departing from the scope of the invention or exceeding the scope of the invention as defined in the claims.
Claims (2)
1. The road surface anti-skid coating is characterized by comprising the following components in parts by weight: 13-18 parts of modified adhesive, 30-50 parts of machine-made color sand, 0.01-0.015 part of photoinitiator and 2.8-3.3 parts of paraffin oil;
the modified adhesive is prepared by the following method:
step A1: mixing hexamethylene diisocyanate, acetone and dibutyltin dilaurate, keeping the temperature in an ice water bath, setting the stirring speed to 300-600rpm, adding epoxy resin, stirring for reaction for 2-3h after adding potassium fluoride, and volatilizing to remove acetone to obtain an intermediate 1;
step A2: uniformly mixing the intermediate 1, toluene diisocyanate, polyethylene glycol, stannous octoate and ethyl acetate, setting the stirring speed to be 120-240rpm, heating to 68-75 ℃, refluxing, stirring and reacting for 25-30min, adding 1, 4-butanediol, performing reduced pressure rotary evaporation, and removing ethyl acetate to obtain an intermediate 2;
step A3: mixing the intermediate 2, methacrylic acid, tetrabutylammonium bromide and 200# solvent oil, setting the stirring speed to be 60-100rpm, heating to 95-110 ℃, and carrying out reflux stirring reaction for 80-100min to obtain an intermediate 3;
step A4: mixing the intermediate 3, methyl methacrylate, chloroprene and dibenzoyl peroxide, heating to 65-70 ℃, stirring for reaction for 15-22min, and adding hydroquinone after the reaction is finished to obtain a modified adhesive;
the molar ratio of hydroxyl groups to isocyanate groups in the epoxy resin to hexamethylene diisocyanate is 1:2.2-2.4, and the epoxy resin is one of epoxy resin E-51 and epoxy resin E-54;
the dosage ratio of the intermediate 1, toluene diisocyanate, polyethylene glycol, 1, 4-butanediol, stannous octoate and ethyl acetate is 100g:7-13g:15-25mL:10-20mL:5-7mg:60-70mL, and the average molecular weight of polyethylene glycol is 400-800;
the dosage ratio of the intermediate 2, the methacrylic acid, the tetrabutylammonium bromide and the No. 200 solvent oil is 100g:5.5-7g:2-3mg:150mL;
the dosage ratio of the intermediate 3, methyl methacrylate, chloroprene, dibenzoyl peroxide and hydroquinone is 100g:40-50mL:8-12mL:0.3-0.4g:50-80mg.
2. A road surface anti-skid coating according to claim 1, characterized in that the photoinitiator is selected from the group of initiators GR-FMT.
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